Complex antimony compound



Patented June 19, 1928.

which are soluble in water.

UNITED-STATES,

HANS HAHL, 0F

PATENT oer-"lea.

4 comrrnx AmrrmonY comrounn.

i No Drawing. Application filed March 11, 1926, Serial No. 34,055, amt in Germany May 12, 1925.

The; present invention concerns the manufacture of complex antimony compounds. The process consists in the interaction of the antimonyl compounds of such polyphenols as contain two 'hydroxyl groups in the ortho-position' to each. other with p the neutral salts of mercapto-carboxylic acids. v

The products of my invention WhlCh thus contain antimony and sulfur are, after being dried and pulverized, whitish powders which are soluble in water with apractically neutral reaction. .Their solutions are not precipitated. by alkalies, but alkali sulph des produce a precipitate of antlm'ony sulph de.

The new compounds possess outstanding specific properties and are intendedv to find application in therapy. They are particulaily effective in' the treatment of trypanosome infections. Their aqueos solutions have no irritating eflects.

'The llowing examples willserve to .11.-

lustrate my invention I Example ,1.20 parts by weight of th1oglycollic acid are,together with .7 parts by weight of caustic soda,'diss'olved"1n 209 parts. of water, '55 parts by weight of antlmonyl pyrocatec'hol (Zentralblatt 1898 II page 598) are added and the mixture is heated for sometime. The greater part of the antimbnyl pyrocatechol passes into solution, whereupon .the liquid is filtered and the filtrate evaporated until crystalli ation-commences. On cooling the sodium'salt of antimonyl 'pyroeatechol thioglltvcollic acid having most probably the form crystallizes out upon recrystallization from aqueous solution ives awhitish crystalline product, soluble in water with a pracpresumably consisting" of a complex anti mony thioglycollic acid, possesslng a: content of antimony of about 40%. LEE-ample 2. 14 parts by weight 'of thoglycollic acid and 6 parts by "we ght of caustic soda are dissolved. in 250 parts.of water and after addition of 40 parts by Weight of 5 antimonyl pyrogallol the whole is heated for tallization from water a colorless crystalline mass'is obtained, which is soluble m water with a neutral reactlon. The aqueous solunLnnarnLn, NEAR 'conoenn, GERMANY, ASSIGNOR 'ro ,wnvrnnon onnmIoAL COMPANY, 1110., or NEW YORK, n.1,

tion is notprecipitated by alkalies, but readily byalkali sulphides, Mineral acids decom:

pose the compound-with the formation of a complex antimony thioglycollic acid, possess.

ing an antimony content of 40% and apparently identical with the acid mentioned in Example 1. Ewample 20 parts by weight of antimony trioxide and 200 parts of Water. are heated together for 3.-20 parts by weight 0t gallic acid, 4.2 parts by weight of. caustic soda,]

some time. When the reaction is complete the liquid is filtered and to the filtrate is added a solution of 10 parts by weight of thioglycollic acid and 4.2 parts by weight of caustic soda in 50 parts of water, .the'

whole is 'then further heated until the odour of thioglycollic acid has completely disappeared. After filtration .the filtrate (is 'allowed to run slowly'into alcohol, a slightly coloured compound being precipitated therein water with a practically neutral reaction.

do-not cause precipitation. Alkali sulphides Zentralblatt 1898 II page 599 is heated with 1 molecule of neutralized thloglycollic acid in water, the formerpasses into solution and on' evaporation of the subsequently. neutr'alized reaction liquid a compound remains,

precipitate the orange-red antimony su'l Iphideq If the antimonyl gallic acid',-describedin the properties and antimony content of p which are in agreement with those of the above described compound. a I claim: v 1. Process for the manufacture, of complexantimony compounds which process consists in the interaction of-antimonyl compounds of polyphenols containing 2 hydroxyl Alkalies colour the aqueous solution red but 9 groups in the ortho-pos 'ition to each other, with the neutral salts of mercaptn carboxylic acid. 2; The new complex antimony compounds .of the general formula a practically neutral reaction, their solution not being precipitated'by alkalies', but giving a rehipitate of antimony sulfide with al- 'kai sulfides, and being useful therapeutic agents.

3. The new complexzantimony compound being derived from "thioglycollic acid and antimonyl pyrocatechol which in theshape' of its so ium salt hayingmost probably the formu' 0 Sb-S-CHr-COO Na crystallizes from water as a white crystalline compound" soluble with a practically neutral reaction, its aqueous solution giving an orange red. precipitate ofantimony sul-l fide.with alkali sulfide, and being a therapeutically useful agent.

In testimony whereof I have hereunto setmy hand.

HANS HAHL; I I 

